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Chemical Compound Review:

Gly-gly-his 2-[2-(2-aminoethanoylamino) ethanoylamino]...

Synonyms: SureCN5486869, NSC-334195, AC1Q5OJN, NSC334195, AR-1J1268, ...

Tacnet, F. et al., Mucha, A. et al., Mack, D.P. et al., Michielin, L. et al., De Napoli, L. et al., et al.

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Disease relevance of Glycylglycyl-L-histidine

A 17-mer designed for antisense experiments against HIV-1, linking at the 3'-terminus the tripeptide Gly-Gly-His, was prepared in good yields and characterized by MALDI-TOF mass spectrometry [1].

High impact information on Glycylglycyl-L-histidine

Oxidative decarboxylation of a tripeptide. The reaction of copper(II) hydroxide and glycylglycyl-L-histidine [2].
5. The tripeptide Gly-Gly-His at low concentrations stimulated 65Zn uptake, then inhibited it in a dose-dependent manner either in the presence of an inward H+ gradient or in the presence of a membrane potential 'negative inside' or in both situations [3].
A 55-residue protein containing the DNA binding domain of Hin recombinase, residues 139-190, with the tripeptide Gly-Gly-His (GGH) at the NH2 terminus was synthesized by stepwise solid-phase methods [4].
ESR evidence for superoxide, hydroxyl radicals and singlet oxygen produced from hydrogen peroxide and nickel(II) complex of glycylglycyl-L-histidine [5].
The oxidative DNA damage was investigated also in the presence of varying amounts of glutathione, histidine, Gly-Gly-His peptide, H2A histone, and ascorbic acid, showing diverse influence of those substances on the cleavage extension [6].

Biological context of Glycylglycyl-L-histidine

Macromolecularization of a tripeptide analog of the Cu(II) binding site of human serum albumin. I. Synthesis, conformation, and binding properties of a Gly-Gly-His derivative of poly(L-lysine) [7].

Associations of Glycylglycyl-L-histidine with other chemical compounds

Naphthalene diimides with one and two metal-chelating Gly-Gly-His (GGH) motifs have been synthesized [8].

Gene context of Glycylglycyl-L-histidine

The protonation constants of the tripeptide glycylglycyl-L-histidine (L-) have been determined at 25 degrees C and I = 0.1 mol dm-3 as log K 8.06, 6.82, and 2.80 [9].

References

A new solid-phase synthesis of oligonucleotides 3'-conjugated with peptides. De Napoli, L., Messere, A., Montesarchio, D., Piccialli, G., Benedetti, E., Bucci, E., Rossi, F. Bioorg. Med. Chem. (1999) [Pubmed]
Oxidative decarboxylation of a tripeptide. The reaction of copper(II) hydroxide and glycylglycyl-L-histidine. de Meester, P., Hodgson, D.J. J. Am. Chem. Soc. (1976) [Pubmed]
Mechanisms of zinc transport into pig small intestine brush-border membrane vesicles. Tacnet, F., Lauthier, F., Ripoche, P. J. Physiol. (Lond.) (1993) [Pubmed]
Sequence-specific oxidative cleavage of DNA by a designed metalloprotein, Ni(II).GGH(Hin139-190). Mack, D.P., Dervan, P.B. Biochemistry (1992) [Pubmed]
ESR evidence for superoxide, hydroxyl radicals and singlet oxygen produced from hydrogen peroxide and nickel(II) complex of glycylglycyl-L-histidine. Inoue, S., Kawanishi, S. Biochem. Biophys. Res. Commun. (1989) [Pubmed]
Influence of the physiologically widespread substances on the oxidative activity of copper(II) complexes with sinefungin, a nucleoside antibiotic. Mucha, A., Cappanelli, M., Szczepanik, W., Kaczmarek, P., Skała, J., Jezowska-Bojczuk, M. J. Inorg. Biochem. (2006) [Pubmed]
Macromolecularization of a tripeptide analog of the Cu(II) binding site of human serum albumin. I. Synthesis, conformation, and binding properties of a Gly-Gly-His derivative of poly(L-lysine). Michielin, L., Mammi, S., Peggion, E. Biopolymers (1983) [Pubmed]
Design, synthesis and DNA-cleavage of Gly-Gly-His-naphthalene diimide conjugates. Steullet, V., Dixon, D.W. Bioorg. Med. Chem. Lett. (1999) [Pubmed]
Kinetic and thermodynamic studies of the copper (II) and nickel(II) complexes of glycylglycyl-L-histidine. Hay, R.W., Hassan, M.M., You-Quan, C. J. Inorg. Biochem. (1993) [Pubmed]

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